gebmasty



Patented Sept. 25, 1928.

(VORM. E. SCHERING) GI? BEBE-II? G-BElR-Ifin.

PHARMACEU'IIC Divided and this application filed {)ur inyenti on refer to pharmaceidicat products and more especia i to products obtained from amino meta niercapto benzene compounds; it further ll ."s to the ll'lcillO li-j of making such products. The new products are distinguished from the amino metal mercapto benzene compounds by greater stability of the watery solutions or their salt; and by a more favorable chenmthcrapcutical coel'licient. We preferably obtain them by causing acylizcing agents, such as anhydrides, halides or the like of acids to act on the compounds mentioned. above in the term of their acids or salts.

The new products correspond to the for- Inul a S-Me A1\SO3-Y NH-acyl wherein Ar is a benzene nucleus, Me a heavy metal, and Y=oither H or a metal, preterably an alkali metal. Acyl maybe a saturated or non-saturated acid radical.

lhe new products are not easily soluble in water as acids, but easily soluble therein as alkali salts. In both forms they are soluble in alcohol only with dil'liculty. They are dis tinguished by their action on spirochtetze, more especially on spirochaeta pallida and recurrens. In theiigold and silver cornpounds the meta]. forms part of a con'iplcx compound and cannot be traced by means oi the usual precipitating agents. The new products are preferably used in the form of their soluble salts, more especially sodium salts, by subcutaneous or intravenous injection.

In producing the new compounds according to the present invention we preierably proceed as follows:

Example 1.-1O parts of 4:-annno-2-argento mercapto benzene-l-sulfonic sodium are dis- 0. 230' and in Germany June 53, 1924. June '11, 1326 fielial No. 113.076.

. .7 r V c ct benaoyl chloride. nzcyi compound which is hereby preis well rinsed, dissolved in caustic so-la and the our sodium SOaNa S Ag I Nll- CO-GGIL tai'cd with alcohol, forming; a sl ght colored powder readily soluble in water.

71 act/mph Li-i0 parts firilll'llllO-Q-ZEUI'O inereu henz aone-l-su tonic sodium are dissolved in 100 parts (it water and well stirred with parts 01. acetyl chloride. The acid which precipitated is well rt e lth water is then dis olvcd in can '7 l the soduun salt of 4i-.-acet l an1ino2-auro inercapto bcnzcne-l-sullionic acid some /S Au NH- (10- CH3 s the form eh readily resulting in the precipitation of l-acetyl anuno-Q-auro mercapto bcnzene-Lsulfonic acid havlng the tormula SOaH /S An If other amino metal mercapto benzene compounds or their salts are employed, the process will give analogous results.

lVe wish it to he understood that We do not desire to he limited to the exact suhstance:-;, pro iiortimis, conditions and sequence of operations above described for obvious modilicatimm will occur to a person skilled in the art.

In the appended. claims the term acid is designed to include also the soluble salts of the respective acids.

Vi e claim 1. a new product, the derivative o't an amino metal mercapto ,-ompoum| corresponding to the :lormula 2. The method of producing new derivatives of amino metal nrorcapto con'ipounds'. consisting in acting on an amino metal mereapto henzene sulitonic acid with an acylizing agent.

8. The method oil producing new derivatives of amino metal mercapto compounds, consisting in acting on 4-an'1ino-2-auro merca-pto henzene-l-sulfonic acid With an acylizing agent.

4:. As new products, the acetyl amino metal niercapto benzene sul'fonic acids and their salts having the formula S Me AI-SO3Y NHCOCHz wherein Ar is a benzene nucleus, late is a heavy metal, Y is hydrogen or an alkali. metal, such product dissolving in Water only with dil ticnltj." as an acid. readily as an alkali salt, and having; a therapeutical etlect more espeizially in cases caused by spirocheetae.

5. As new products, the acetyl amino auro mercapto henzcne sul'ilonie acids and their salts h :1 vi he the formula S An A1'SOaY Nnoocm wherein Ar is a benzene nucleus, and Y is hydroem'i or an alkali metal, such product dirsolvine' in Water only With dilliculty as an acid, readily as an alkali salt, and having a therapeutical ell'ect more especially in cases caused by spirochactae.

(3. The method of producing new derivatives of amino metal mercapto compounds; consisting in acting on l-ElllllllO-Q-ll'lQllill mercapto henzene-l-sultonic acid With an acylizing agent.

In testimony whereof We alfix our signaturcs.

lVALTER SOHOELLER. ADOLF FELDT.

MAX GEHRKE. ERIGH' BORGlVAR-DT. 

